Dimerization of o-hydroxycyclohexadienones related to calicheamicinone: S(N)2 displacement of the 12α-hydroxyl group

Article abstract of DOI:10.1016/S0040-4020(98)01204-6

Deprotection of the readily available bicyclo[7,3,1]enediyne alcohol 14 resulted in dimerization to give 18. Replacement of the 12α-hydroxyl group with a p-methoxyanilino group proceeded with overall retention to give 23 which also produced a dimer on attempted deprotection.